NPASS drugs

Drug Information

Drug ID:	NPD2480
Drug Name:
Molecular Formula:	C17H19N5O2
Canonical SMILES:	CCOC(=Nc1cc2N[C@@H](C)C(=Nc2c(n1)N)c1ccccc1)O
Standard InCHI:	InChI=1S/C17H19N5O2/c1-3-24-17(23)21-13-9-12-15(16(18)20-13)22-14(10(2)19-12)11-7-5-4-6-8-11/h4-10,19H,3H2,1-2H3,(H3,18,20,21,23)/t10-/m0/s1
Standard InCHIKey:	XXBDOTXPQDVHIP-JTQLQIEISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2480

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	211
0.1-0.2	2783
0.2-0.3	13367
0.3-0.4	9866
0.4-0.5	2226
0.5-0.6	1772
0.6-0.7	648
0.7-0.8	17
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7744	NPC120070
Intermediate Similarity	0.7425	NPC476219
Intermediate Similarity	0.7321	NPC476297
Intermediate Similarity	0.7317	NPC204141
Intermediate Similarity	0.7143	NPC325252
Intermediate Similarity	0.7118	NPC470507
Intermediate Similarity	0.711	NPC225018
Intermediate Similarity	0.7107	NPC471322
Intermediate Similarity	0.7107	NPC101165
Intermediate Similarity	0.7101	NPC469975
Intermediate Similarity	0.7099	NPC125746
Intermediate Similarity	0.7083	NPC37548
Intermediate Similarity	0.7079	NPC317054
Intermediate Similarity	0.7073	NPC115611
Intermediate Similarity	0.7052	NPC122141
Intermediate Similarity	0.7012	NPC88097
Intermediate Similarity	0.7011	NPC470203
Remote Similarity	0.6994	NPC475990
Remote Similarity	0.6988	NPC42483
Remote Similarity	0.6975	NPC198988
Remote Similarity	0.697	NPC284635
Remote Similarity	0.6954	NPC470204
Remote Similarity	0.6949	NPC317430
Remote Similarity	0.6946	NPC242556
Remote Similarity	0.694	NPC472110
Remote Similarity	0.694	NPC472109
Remote Similarity	0.6928	NPC473868
Remote Similarity	0.6928	NPC63157
Remote Similarity	0.6927	NPC472123
Remote Similarity	0.6923	NPC114209
Remote Similarity	0.6919	NPC38736
Remote Similarity	0.6905	NPC470440
Remote Similarity	0.6898	NPC469470
Remote Similarity	0.6898	NPC469501
Remote Similarity	0.6894	NPC256893
Remote Similarity	0.6886	NPC20144
Remote Similarity	0.6882	NPC187951
Remote Similarity	0.6879	NPC285469
Remote Similarity	0.6867	NPC59084
Remote Similarity	0.6848	NPC472108
Remote Similarity	0.6848	NPC139291
Remote Similarity	0.6835	NPC166424
Remote Similarity	0.6835	NPC146373
Remote Similarity	0.6835	NPC245244
Remote Similarity	0.6832	NPC22079
Remote Similarity	0.6829	NPC218268
Remote Similarity	0.6824	NPC21605
Remote Similarity	0.6821	NPC471458
Remote Similarity	0.6813	NPC89490
Remote Similarity	0.6813	NPC68354
Remote Similarity	0.6807	NPC104483
Remote Similarity	0.6805	NPC314372
Remote Similarity	0.68	NPC474880
Remote Similarity	0.68	NPC221786
Remote Similarity	0.6798	NPC49954
Remote Similarity	0.6798	NPC474561
Remote Similarity	0.6796	NPC329688
Remote Similarity	0.6796	NPC189812
Remote Similarity	0.6796	NPC37423
Remote Similarity	0.6796	NPC275305
Remote Similarity	0.6786	NPC190296
Remote Similarity	0.6784	NPC124005
Remote Similarity	0.6784	NPC321911
Remote Similarity	0.6782	NPC476464
Remote Similarity	0.6782	NPC147983
Remote Similarity	0.6782	NPC177996
Remote Similarity	0.678	NPC21174
Remote Similarity	0.678	NPC247987
Remote Similarity	0.678	NPC317105
Remote Similarity	0.678	NPC271797
Remote Similarity	0.678	NPC311276
Remote Similarity	0.6772	NPC27740
Remote Similarity	0.677	NPC329896
Remote Similarity	0.677	NPC475105
Remote Similarity	0.677	NPC475090
Remote Similarity	0.6766	NPC2949
Remote Similarity	0.6765	NPC143872
Remote Similarity	0.6763	NPC325903
Remote Similarity	0.6761	NPC81229
Remote Similarity	0.6761	NPC255229
Remote Similarity	0.676	NPC63751
Remote Similarity	0.6755	NPC175474
Remote Similarity	0.6753	NPC81561
Remote Similarity	0.6744	NPC24678
Remote Similarity	0.6744	NPC105818
Remote Similarity	0.6743	NPC469762
Remote Similarity	0.6743	NPC299594
Remote Similarity	0.6725	NPC201380
Remote Similarity	0.6725	NPC179787
Remote Similarity	0.6725	NPC469811
Remote Similarity	0.6723	NPC16667
Remote Similarity	0.6723	NPC282231
Remote Similarity	0.6722	NPC194411
Remote Similarity	0.6721	NPC28848
Remote Similarity	0.6721	NPC14325
Remote Similarity	0.6721	NPC326575
Remote Similarity	0.6704	NPC49217
Remote Similarity	0.6704	NPC54988
Remote Similarity	0.6701	NPC192674
Remote Similarity	0.6688	NPC148140
Remote Similarity	0.6686	NPC469785
Remote Similarity	0.6685	NPC478184
Remote Similarity	0.6685	NPC215795
Remote Similarity	0.6685	NPC176199
Remote Similarity	0.6685	NPC478182
Remote Similarity	0.6685	NPC470498
Remote Similarity	0.6667	NPC469765
Remote Similarity	0.6667	NPC229173
Remote Similarity	0.6667	NPC279918
Remote Similarity	0.6667	NPC469760
Remote Similarity	0.6667	NPC469786
Remote Similarity	0.6667	NPC472122
Remote Similarity	0.6667	NPC24594
Remote Similarity	0.6667	NPC63545
Remote Similarity	0.6667	NPC469763
Remote Similarity	0.6667	NPC73952
Remote Similarity	0.6667	NPC259644
Remote Similarity	0.6667	NPC473320
Remote Similarity	0.6667	NPC478186
Remote Similarity	0.6667	NPC25008
Remote Similarity	0.6649	NPC469896
Remote Similarity	0.6648	NPC161861
Remote Similarity	0.6648	NPC34508
Remote Similarity	0.6647	NPC33421
Remote Similarity	0.6647	NPC471323
Remote Similarity	0.6646	NPC471313
Remote Similarity	0.6646	NPC471311
Remote Similarity	0.6631	NPC108011
Remote Similarity	0.6631	NPC470003
Remote Similarity	0.6631	NPC21429
Remote Similarity	0.6631	NPC472294
Remote Similarity	0.6631	NPC467063
Remote Similarity	0.663	NPC59269
Remote Similarity	0.6629	NPC207726
Remote Similarity	0.6629	NPC212376
Remote Similarity	0.6629	NPC70922
Remote Similarity	0.6629	NPC211572
Remote Similarity	0.6629	NPC80597
Remote Similarity	0.6629	NPC75540
Remote Similarity	0.6628	NPC470111
Remote Similarity	0.6626	NPC282398
Remote Similarity	0.6613	NPC233936
Remote Similarity	0.6611	NPC160105
Remote Similarity	0.661	NPC300238
Remote Similarity	0.6608	NPC159856
Remote Similarity	0.6603	NPC54102
Remote Similarity	0.6603	NPC162689
Remote Similarity	0.6596	NPC15102
Remote Similarity	0.6595	NPC11126
Remote Similarity	0.6595	NPC219336
Remote Similarity	0.6593	NPC476688
Remote Similarity	0.6593	NPC105758
Remote Similarity	0.6593	NPC476686
Remote Similarity	0.6592	NPC78375
Remote Similarity	0.6592	NPC194640
Remote Similarity	0.6592	NPC476118
Remote Similarity	0.6592	NPC469541
Remote Similarity	0.6592	NPC476446
Remote Similarity	0.6592	NPC271734
Remote Similarity	0.6592	NPC469813
Remote Similarity	0.6592	NPC40779
Remote Similarity	0.6591	NPC184476
Remote Similarity	0.659	NPC288445
Remote Similarity	0.659	NPC282531
Remote Similarity	0.6587	NPC251722
Remote Similarity	0.6587	NPC314102
Remote Similarity	0.658	NPC19692
Remote Similarity	0.658	NPC220151
Remote Similarity	0.6579	NPC102338
Remote Similarity	0.6579	NPC196251
Remote Similarity	0.6579	NPC63199
Remote Similarity	0.6579	NPC46413
Remote Similarity	0.6579	NPC111602
Remote Similarity	0.6575	NPC278874
Remote Similarity	0.6571	NPC232798
Remote Similarity	0.657	NPC129042
Remote Similarity	0.6568	NPC469768
Remote Similarity	0.6568	NPC469780
Remote Similarity	0.6568	NPC469761
Remote Similarity	0.6568	NPC469783
Remote Similarity	0.6568	NPC238499
Remote Similarity	0.6568	NPC469767
Remote Similarity	0.6568	NPC469784
Remote Similarity	0.6568	NPC469779
Remote Similarity	0.6562	NPC122718
Remote Similarity	0.6561	NPC135601
Remote Similarity	0.6561	NPC141612
Remote Similarity	0.6561	NPC17273
Remote Similarity	0.6559	NPC91179
Remote Similarity	0.6559	NPC472105
Remote Similarity	0.6559	NPC16659
Remote Similarity	0.6559	NPC88110
Remote Similarity	0.6559	NPC187827
Remote Similarity	0.6557	NPC208060
Remote Similarity	0.6556	NPC470508
Remote Similarity	0.6556	NPC195507
Remote Similarity	0.6556	NPC2165
Remote Similarity	0.6554	NPC469897
Remote Similarity	0.6554	NPC236711
Remote Similarity	0.6552	NPC40070

Drug Structure

NPD2480 OpenBabel08211702172D 28 30 0 0 1 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 11 2 0 0 0 0 8 11 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 2 1 1 0 0 0 10 14 1 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 22 2 0 0 0 0 15 16 2 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 21 2 3 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002186
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	325.15
ALogP	-0.5598
MLogP	2.56
XLogP	3.666
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	105.12
RO5 Violation	0